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According to Stephen King in Dreamcatcher, fuckaroo means an extremely fucked up situtation, as opposed to fuckaree which means having a great time, usually but not necessarily, sexual.
Custer's last stand was one major fuckeroo for the US Cavalry.
by Hal Brown August 04, 2003
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A situation that is highly unpleasant and has a coercive nature. Like a bind or a jam
"Man, I can't believe you killed that midget. What a fuckaroo you got us into this time."
by White Frank Black April 14, 2008
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A kind of sex version of Buckaroo. Usually played by a man wishing to get his ass dumbed by his girlfriend.

Whilst doing it Doggy style, shout out anothers girls name and then see how long you can stay on the bucking be-atch!

Daves girlfriend literally jumped out of bed when he sceamed his ex gilfriends name during sex... But he was happy to beat his 10second Fuckaroo record.
by BOBtheDAZZLER March 03, 2009
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A situation in which promises are made and later broken, often knowlingly and wilfully. Like the donkey that has the carrot dangling in front of him, but the owner knows all along that he will never let the donkey get that carrot.
When I started working here thirty years ago, they promised me a golden pension with full benefits when I retired. Now that it's time for me to retire, they're cutting the benefits for retirees. They pulled a fuckaroo on me. There was a fuckaroo waiting for me at the end of the line.
by YoungCynic March 03, 2010
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How Lancelot of the round table declares he is too fucked up (from drugs or alcohol) to joust.
"Where were you last night?"
"We started early. Fuckaroo."
by AmeliaPerfection June 22, 2015
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1 Derived from fuck, fuckeroo defines a very fucked up situation, as opposed to a fuckerii, wich would define a good situation. - from the book and movie by stephen king dremcatcher
1 After she pulled out the paddle in handcuffs in bed, the perfectly good fuckerii turned into a horrible fuckeroo.
by nick July 30, 2004
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